Process for production of purified alcohols
View Patent ↗A process for producing a purified alcohol giving satisfactory results in a sulfuric acid coloring test is provided. A process for producing a purified alcohol which includes the following steps: a condensation step in which an aldehyde is subjected to aldol condensation and dehydration to obtain the corresponding condensate, a hydrogenation step in which the condensate is hydrogenated to obtain a crude alcohol, and a purification step in which the crude alcohol is distilled to obtain a purified alcohol, characterized in that the crude alcohol in which the concentration of one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is 200 weight ppm or lower is fed to the purification step. Specifically, the aldehyde is normal butyraldehyde, the condensate is 2-ethylhexenal, and the alcohol is 2-ethylhexanol.
1. A process for producing a purified alcohol, comprising the following steps:
a condensation step in which an aldehyde is subjected to aldol condensation and dehydration to obtain the corresponding condensate,
a hydrogenation step in which the condensate is hydrogenated to obtain a crude alcohol, and
a purification step in which the crude alcohol is distilled to obtain a purified alcohol showing a coloring of 30 APHA or lower in a sulfuric acid coloring test,
wherein the crude alcohol in which the concentration of one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is 200 weight ppm or lower is fed to the purification step.
2. The production process of claim 1 , wherein the aldehyde is normal butyraldehyde, the condensate is 2-ethylhexenal, and the alcohol is 2-ethylhexanol.
3. The production process of claim 1 , wherein the crude alcohol in which the concentration of one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is 100 weight ppm or lower is fed to the purification step.
4. The production process of claim 1 , wherein the one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is or are compounds having a pyran ring or dihydropyran ring.
5. The production process of claim 1 , wherein the condensate obtained in the condensation step is fed to the hydrogenation step after the content of high-boiling compounds in the condensate is reduced.
6. The production process of claim 1 , wherein the hydrogenation step is conducted using at least two kinds of catalysts.
7. The production process of claim 1 , wherein the hydrogenation step is conducted in two stages by conducting a vapor-phase hydrogenation step and a liquid-phase hydrogenation step in which a catalyst different from that in the vapor-phase hydrogenation step is used.
8. A process for producing a purified alcohol, comprising the following steps:
a condensation step in which an aldehyde is subjected to aldol condensation and dehydration to obtain the corresponding condensate,
a hydrogenation step in which the condensate is hydrogenated to obtain a crude alcohol, and
a purification step in which the crude alcohol is distilled to obtain a purified alcohol showing a coloring of 30 APHA or lower in a sulfuric acid coloring test,
wherein
the condensate in the condensation step is distilled and the condensate reduced in high-boiling-compound concentration is fed to the hydrogenation step,
or
the hydrogenation step is conducted using at least two kinds of catalysts to reduce the concentration of one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring in the crude alcohol, the crude alcohol in which the concentration of said compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is 200 weight ppm or lower is fed to the purification step.
9. The process of claim 8 , wherein the condensate in the condensation step is distilled and the condensate reduced in high-boiling-compound concentration is fed to the hydrogenation step.
10. The process of claim 8 , wherein the hydrogenation step is conducted using at least two kinds of catalysts to reduce the concentration of one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring in the crude alcohol, the crude alcohol in which the concentration of said compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is 200 weight ppm or lower is fed to the purification step.
11. The process of claim 8 , wherein the aldehyde is normal butyraldehyde, the condensate is 2-ethylhexenal, and the alcohol is 2-ethylhexanol.
12. The process of claim 8 , wherein the crude alcohol in which the concentration of one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is 100 weight ppm or lower is fed to the purification step.
13. The process of claim 8 , wherein the one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is or are compounds having a pyran ring or dihydropyran ring.
14. The process of claim 8 , wherein the hydrogenation step is conducted in two stages by conducting a vapor-phase hydrogenation step and a liquid-phase hydrogenation step in which a catalyst different from that in the vapor-phase hydrogenation step is used.
15. A process for producing a purified alcohol, comprising the following steps:
a condensation step in which an aldehyde is subjected to aldol condensation and dehydration to obtain the corresponding condensate, and
a purification step in which the crude alcohol is distilled to obtain a purified alcohol showing a coloring of 30 APHA or lower in a sulfuric acid coloring test,
wherein
the condensate in the condensation step is distilled and the condensate reduced in high-boiling-compound concentration is fed to the hydrogenation step,
or
the hydrogenation step is conducted using at least two kinds of catalysts to reduce the concentration of one or more compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring in the crude alcohol, the crude alcohol in which the concentration of said compounds having an oxygen-containing heterocycle having a carbon-carbon double bond in the ring is 200 weight ppm or lower is fed to the purification step.